Acid wool dyestuffs of the anthraquinone series



Patented Mar. 11, 1930 UNITED STATES PATENT OFFICE,

on-rnn-rnomrs, AND rnrrz nonmnn,

OF HOCHST-ON-THE-MAIN, GERMANY, AS-

SIGNORS TO GENERAL ANILINE WORKS, INC., NEW YORK, N. Y., A CORPORATIONOF DELAWARE ACID WOOL DYESTUEFS OF THE ANTHRAQUINONE SERIES No Drawing.Application filed December 9, 1927, Serial No. 238,990, and in GermanyDecember 14, 1926.

Renewed December 11, 1929.

Our present invention relates to acid wool dyestuffs of theanthraquinone series and processes of preparing them.

The dyestufi obtainable by causing 1- 5amino-4-bromanthraquinone-2-sulfonic acid to react withpara-aminoacetanilide has a great technical value owing to its goodlevelling power.

We have found that similar dyestuffs of 1 even more valuable levellingproperties are obtained by causing bromaminoanthraquinone-sulfonicacid'to react with a derivative of para-aminoacetanilide alkylated inthe acetylamino group in the presence of a copper catalyst such ascopper or a compound thereof, in particular a copper salt. The basesused for the reaction have the following general formula:

wherein X stands for an alkyl or aralkylv with sodium chloride orpotassium chloride,

filtered and, if required, purified by redissolving. It constituteslaminae of a bronze luster 4 dissolving in water to a blue solution.

in water. fastness to li ht andpossesses a great level- "ling power.

The following example illustrates our in- The dyestuflt' has theformula:

It dyes wool'blue tints and is easily soluble It has excellentproperties as to (fither halogenamino-anthraquinone-sulfonic acids maybe used with similar results.

In the following claims the term copper catalyst is intended to comprisenot only the metal itself but also copper compounds, particularly itssalts, and by the expression sulfonated in the 2-position we mean toinclude those l amino-4-brom-anthroquinone compounds which contain inthe 2-position either 1 sulfonic acid itself or an alkali-metal saltthereof.

We claim:

.1. As new products, the .dyestufifs of the following constitution:

H SO Me tam-b-rr-X wherein X stands for an alkyl or aralkyl group and Mefor an alkali metal or for hydrogen dyeing wool blue tints, being easilysoluble in water, having excellent properties as to fastness to lightand possessing a great levelling power.

2. As a new product, the dyestufi of the following composition:

. H /S|M6 cm-e-N-on, wherein Me stands for an alkali metal or forhydrogen dyeing wool blue tints, being easily soluble in water, havingexcellent properties as to fastness to light and possessing a greatlevelling power.

In testimony whereof, we aflix our signatures.

GEORG KRKNZLEIN. ERICH KRONHOLZ. FRITZ ROEMER.

